Kylee Ingram is a creator, technologist, and entrepreneur. She began her career in international television and interactive media, producing and directing projects seen in over 100 countries.

After years working in creative industries and inside a tech accelerator, she co-founded Wizer, a decision-intelligence platform that helps organisations design better decisions by bringing the right voices into the room.

Kylee is passionate about building systems that reduce blind spots, strengthen leadership, and help women step into influence without losing what makes them powerful.

Links

https://www.linkedin.com/in/kyleeingram/

https://www.wizer.business/

https://www.wizer.business/commsmatching

If you’re enjoying Entrepreneur’s Enigma, please give me a review on the podcast directory of your choice. The show is on all of them and these reviews really help others find the show.

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The Marketing Junto Newsletter: https://MarketingJunto.com

Leave The Show A Voicemail: https://podcastfeedback.com/entrepreneursenigma

Nicholette Hemingway is the Owner and Operator of Nike H Speaks LLC, which provides Career Coaching Services. In addition to these services, Nike H Speaks provides Interview Preparation Training and Resume Writing Tips Training, along with Document and Letter Writing, Women Leadership Training, and Administration of Public Health Programs.

Nicholette has over 20 years of experience being on interview panels at the city, county, state, and federal government levels. She has taken these experiences and developed trainings on interview skills and resume writing tips.

Nike H Speaks also provides one-on-one and group career coaching that includes mock interviews and attire selection.

Links:

https://www.linkedin.com/in/nicholetteh/

https://nikehspeaks.com/

If you’re enjoying Entrepreneur’s Enigma, please give me a review on the podcast directory of your choice. The show is on all of them and these reviews really help others find the show.

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Maiko Sakai designs the front door of high-ticket businesses.

After years in management consulting, she noticed a pattern: founders invested heavily in traffic and content but still relied on persuasion-heavy sales calls to close. The leak wasn’t visibility—it was entry.

Now she works with consultants, coaches, and service founders to build diagnostic entry systems (ie. Quizzes etc.) that let buyers self-identify before booking a call. Instead of pushing traffic toward webinars or lead magnets, she designs structured decision experiences that surface tension and accelerate clarity.

Her work reframes quizzes from engagement tools into strategic infrastructure — reducing friction, shortening timelines, and attracting leads who already know why they’re a fit.

She believes marketing shouldn’t convince. It should help buyers conclude.

Maiko holds an MBA from Cornell, but her real expertise comes from studying how decisive buyers think—and designing entry points that respect their intelligence.

Links

https://maikosakai.com

https://linkedin.com/in/maikosakai

https://threads.net/maikosakaibiz

https://instagram.com/maikosakaibiz

https://x.com/maikosakaibiz

If you’re enjoying Entrepreneur’s Enigma, please give me a review on the podcast directory of your choice. The show is on all of them and these reviews really help others find the show.

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Also, if you’re getting value from the show and want to buy me a coffee, go to the show notes to get the link to get me a coffee to keep me awake, while I work on bringing you more great episodes to your ears. →  https://ko-fi.com/entrepreneursenigma

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Support The Show & Get Merch: https://shop.entrepreneursenigma.com

Want to learn from a 15 year veteran? Check out the Podcast Mastery Community:https://www.skool.com/podcast-mastery-community-6116/about

Follow Seth Online:

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The Marketing Junto Newsletter: https://MarketingJunto.com

Leave The Show A Voicemail: https://podcastfeedback.com/entrepreneursenigma

A highly-sought after speaker, trainer and coach known as “Jim Carrey with a Ph.D.,” Dr. Danny Brassell (www.DannyBrassell.com) has spoken to over 3,500 audiences worldwide. He has authored 21 books, including Leadership Begins with Motivation and Misfits and Crackpots. The co-founder of WellCrafted Story™, Danny helps entrepreneurs, individuals and organizations leverage speaking on stages as a major client lead source that converts.

Links

https://www.YouTube.com/DannyBrassell

https://www.twitter.com/DannyBrassell

https://www.Facebook.com/DannyBrassell

https://www.linkedin.com/in/dannybrassell/

https://www.instagram.com/realDannyBrassell

If you’re enjoying Entrepreneur’s Enigma, please give me a review on the podcast directory of your choice. The show is on all of them and these reviews really help others find the show.

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Also, if you’re getting value from the show and want to buy me a coffee, go to the show notes to get the link to get me a coffee to keep me awake, while I work on bringing you more great episodes to your ears. →  https://ko-fi.com/entrepreneursenigma

Support me on TrueFans.fm → https://gmwd.us/truefans.

Support The Show & Get Merch: https://shop.entrepreneursenigma.com

Want to learn from a 15 year veteran? Check out the Podcast Mastery Community:https://www.skool.com/podcast-mastery-community-6116/about

Follow Seth Online:

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The Marketing Junto Newsletter: https://MarketingJunto.com

Leave The Show A Voicemail: https://podcastfeedback.com/entrepreneursenigma

Guy Dunn is a serial entrepreneur, technology innovator, and recognized networking expert based in the Philadelphia area. With over three decades of business experience, Guy has built his career on the fundamental principle that strong relationships are the foundation of business success.

As the creator of RoofTrack360.com, a comprehensive platform revolutionizing customer acquisition systems for roofing companies, and TrustLooper.com , an innovative trust-building platform for businesses, Guy has proven his ability to identify market needs and develop technology solutions that solve real-world problems. His entrepreneurial journey includes scaling a multimillion-dollar franchise operation from 3 territories in 2006 to 9 territories across the Philadelphia Metro area, New York City metro area, and Central New Jersey by 2012.

Guy’s impressive career includes executive leadership roles as Chief Financial Officer of M. Davis and Company, Director of Business Development with Global Systems Technologies, Inc., and Chief Operating Officer with Glo-Chem International. His diverse experience across industries has given him a unique perspective on the universal principles of business growth: identifying target clients, attracting them, selling to them, and doing it profitably.

A 1982 graduate of Morehouse College with a Bachelor’s degree in accounting, Guy

combines financial acumen with entrepreneurial vision. He is also the host of a business podcast where he shares insights on networking, technology, and business growth strategies with entrepreneurs and business leaders.

As a sought-after speaker and consultant, Guy has presented his insights on networking and digital marketing to over 100 companies across New York, New Jersey, and Pennsylvania. He is the author of multiple books including ;Networking For Business; and Maybe You Can Fix It Yourself—Quick Computer Fixes For The Non-Geek.

Guy credits his success to his self-proclaimed identity as a professional networker, his 2025 edition of Networking For Business represents the culmination of his decades of experience building meaningful business relationships in an increasingly digital world.

Links

https://www.linkedin.com/in/guydunn/

https://www.youtube.com/@TrustlooperIdeaGuy

https://trustlooper.com

https://rooftrack360.com

If you’re enjoying Entrepreneur’s Enigma, please give me a review on the podcast directory of your choice. The show is on all of them and these reviews really help others find the show.

iTunes: https://gmwd.us/itunes

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Also, if you’re getting value from the show and want to buy me a coffee, go to the show notes to get the link to get me a coffee to keep me awake, while I work on bringing you more great episodes to your ears. →  https://ko-fi.com/entrepreneursenigma

Support me on TrueFans.fm → https://gmwd.us/truefans.

Support The Show & Get Merch: https://shop.entrepreneursenigma.com

Want to learn from a 15 year veteran? Check out the Podcast Mastery Community:https://www.skool.com/podcast-mastery-community-6116/about

Follow Seth Online:

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The Marketing Junto Newsletter: https://MarketingJunto.com

Leave The Show A Voicemail: https://podcastfeedback.com/entrepreneursenigma

Taylor May is the Founder & CEO of SecurityVIP (SVIP), a research firm dedicated to bridging the gap between manufacturers and end users in the security industry. With more than 12 years of experience in the security industry, Taylor specializes in emerging technologies and is recognized for building strong, lasting end user relationships. His leadership and impact have earned him recognition as an IFSEC Global Security Influencer, an Honored Listee in Marquis Who’s Who in America, and a Top 40 Global Thought Leader by the Life Safety Alliance.

Taylor holds a B.S. in Business Administration from Oklahoma State University, where he also competed as a Defensive End on the 2011 Big 12 Championship Football Team. He later earned his MBA from the University of Dallas.

Links

https://www.linkedin.com/in/taylor-may-mba-55b40a84/

https://www.linkedin.com/company/svip-enterprises

https://www.svip.news/

If you’re enjoying Entrepreneur’s Enigma, please give me a review on the podcast directory of your choice. The show is on all of them and these reviews really help others find the show.

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Also, if you’re getting value from the show and want to buy me a coffee, go to the show notes to get the link to get me a coffee to keep me awake, while I work on bringing you more great episodes to your ears. →  https://ko-fi.com/entrepreneursenigma

Support me on TrueFans.fm → https://gmwd.us/truefans.

Support The Show & Get Merch: https://shop.entrepreneursenigma.com

Want to learn from a 15 year veteran? Check out the Podcast Mastery Community:https://www.skool.com/podcast-mastery-community-6116/about

Follow Seth Online:

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The Marketing Junto Newsletter: https://MarketingJunto.com

Leave The Show A Voicemail: https://podcastfeedback.com/entrepreneursenigma

Ali Raymer is a Senior Travel Advisor and team leader at Picture This Travel who rebuilt her business from the ground up after COVID wiped out her income while she was navigating new motherhood. After briefly returning to teaching, she reinvented her business through personal branding, content, and systems—eventually scaling to a multi-million-dollar book of business.

Today, Ali leads a high-performing team and speaks candidly about entrepreneurship, reinvention, and what it really takes to rebuild when plans fall apart. She brings a grounded, real-world perspective on growth, leadership, and resilience behind the highlight reel.

Links

Website: https://www.alipicturethistravel.com

Instagram: https://www.instagram.com/alipicturethistravel

LinkedIn: https://www.linkedin.com/in/alipicturethistravel/

Facebook: http://facebook.com/alipicturethistravel

YouTube: https://www.youtube.com/@alipicturethistravel

If you’re enjoying Entrepreneur’s Enigma, please give me a review on the podcast directory of your choice. The show is on all of them and these reviews really help others find the show.

iTunes: https://gmwd.us/itunes

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Also, if you’re getting value from the show and want to buy me a coffee, go to the show notes to get the link to get me a coffee to keep me awake, while I work on bringing you more great episodes to your ears. →  https://ko-fi.com/entrepreneursenigma

Support me on TrueFans.fm → https://gmwd.us/truefans.

Support The Show & Get Merch: https://shop.entrepreneursenigma.com

Want to learn from a 15 year veteran? Check out the Podcast Mastery Community:https://www.skool.com/podcast-mastery-community-6116/about

Follow Seth Online:

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The Marketing Junto Newsletter: https://MarketingJunto.com

Leave The Show A Voicemail: https://podcastfeedback.com/entrepreneursenigma

Melanie Sikma is the CEO and co-founder of her family’s tax firm One Stop Tax Strategists, where they helps high-income entrepreneurs bring peace to taxes and purpose to profits. Through strategic tax planning, top-notch accounting work and financial support, One Stop Tax Strategists uncovers an average of $70,000 in tax savings per client each year… so business owners can stop stressing and start truly living more.

Links

AI Chatbot to see how much you can save in tax:

https://shorturl.at/wpxN9

WEBSITE: https://www.osts.tax

SOCIAL LINKS:

-IG: https://www.instagram.com/melaniesikma/?hl=en

-FB: https://www.facebook.com/melanie.mcbroom/

If you’re enjoying Entrepreneur’s Enigma, please give me a review on the podcast directory of your choice. The show is on all of them and these reviews really help others find the show.

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Also, if you’re getting value from the show and want to buy me a coffee, go to the show notes to get the link to get me a coffee to keep me awake, while I work on bringing you more great episodes to your ears. →  https://ko-fi.com/entrepreneursenigma

Support me on TrueFans.fm → https://gmwd.us/truefans.

Support The Show & Get Merch: https://shop.entrepreneursenigma.com

Want to learn from a 15 year veteran? Check out the Podcast Mastery Community:https://www.skool.com/podcast-mastery-community-6116/about

Follow Seth Online:

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The Marketing Junto Newsletter: https://MarketingJunto.com

Leave The Show A Voicemail: https://podcastfeedback.com/entrepreneursenigma

Allen Halas is a music writer, radio host, and podcaster based in Milwaukee, WI. He currently works for OnMilwaukee, the largest digital media outlet in the city, and can be heard weekly on FM 102.1 in Milwaukee as the host of Love Local Radio.

Allen is also the founder of Breaking And Entering, a music website that showcases talent in the Milwaukee music scene. Since 2014, Breaking And Entering has produced daily content based around independent music.

In addition to those media outlets, Allen co-hosts the Hustling Sideways podcast, where he and Jim Love look at the side hustles and passion projects of entrepreneurs who maintain a regular 9-to-5 job as well.

Links

All social media: @AllenHalas

https://AllenHalas.com

https://BreakingAndEntering.net

https://OnMilwaukee.com

https://Linktr.ee/hustlingsideways

If you’re enjoying Entrepreneur’s Enigma, please give me a review on the podcast directory of your choice. The show is on all of them and these reviews really help others find the show.

iTunes: https://gmwd.us/itunes

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Also, if you’re getting value from the show and want to buy me a coffee, go to the show notes to get the link to get me a coffee to keep me awake, while I work on bringing you more great episodes to your ears. →  https://ko-fi.com/entrepreneursenigma

Support me on TrueFans.fm → https://gmwd.us/truefans.

Support The Show & Get Merch: https://shop.entrepreneursenigma.com

Want to learn from a 15 year veteran? Check out the Podcast Mastery Community:https://www.skool.com/podcast-mastery-community-6116/about

Follow Seth Online:

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The Marketing Junto Newsletter: https://MarketingJunto.com

Leave The Show A Voicemail: https://podcastfeedback.com/entrepreneursenigma

Jake Wysocki trained hundreds in workshop facilitation at a Fortune 200 company, then left to bring that same methodology to the world of coaching. He now runs Intention Craft where he helps experts build Workshops their clients love attending and they love to deliver.

Links

Grab Jake’s free resources at workshopwhy.com – including a 45-minute Workshop WHY Session and the World Class Workshop Crash Course.

If you’re enjoying Entrepreneur’s Enigma, please give me a review on the podcast directory of your choice. The show is on all of them and these reviews really help others find the show.

iTunes: https://gmwd.us/itunes

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Also, if you’re getting value from the show and want to buy me a coffee, go to the show notes to get the link to get me a coffee to keep me awake, while I work on bringing you more great episodes to your ears. →  https://ko-fi.com/entrepreneursenigma

Support me on TrueFans.fm → https://gmwd.us/truefans.

Support The Show & Get Merch: https://shop.entrepreneursenigma.com

Want to learn from a 15 year veteran? Check out the Podcast Mastery Community:https://www.skool.com/podcast-mastery-community-6116/about

Follow Seth Online:

Instagram: https://instagram.com/s3th.me

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Seth On Mastodon: https://indieweb.social/@phillycodehound

The Marketing Junto Newsletter: https://MarketingJunto.com

Leave The Show A Voicemail: https://podcastfeedback.com/entrepreneursenigma

Josh Irons is the CEO of River Avenue Digital, a digital-first marketing agency that helps small and mid-sized businesses take digital marketing off their to-do lists.

He leads the agency’s people, strategy, and client work, with a focus on modern growth engines like AI-enabled marketing, performance analytics, and clear, conversion-driven storytelling. He recently expanded River Avenue Digital’s footprint by acquiring a business in Florida.

With more than 25 years of experience, Josh has built a career at the intersection of strategy, messaging, and execution, helping organizations translate expertise into content and campaigns that earn attention and drive revenue.

Josh earned an MBA with a marketing specialization from Villanova University, a BA in Journalism, Public Relations, and Advertising from Temple University, and an international business certificate from Bocconi University in Milan, Italy.

A strong proponent of community service, Josh supports organizations including Toys for Tots and the Movember Foundation. Based in suburban Philadelphia, he enjoys time with his wife, Dawn, son, Ari, and dog, Panda.

Links

https://riveravenuedigital.com

https://toysfortots.org

https://us.movember.com

Key Moments

[08:43] “Networking: Scaling and Prioritizing”

[11:26] Entrepreneurship: Impact and Freedom

[14:57] “Airport Phone Battery Panic”

[16:50] “Casual Chaos of Podcasts”

If you’re enjoying Entrepreneur’s Enigma, please give me a review on the podcast directory of your choice. The show is on all of them and these reviews really help others find the show.

iTunes: https://gmwd.us/itunes

Podchaser: https://gmwd.us/podchaser

TrueFans: https://gmwd.us/truefans

Also, if you’re getting value from the show and want to buy me a coffee, go to the show notes to get the link to get me a coffee to keep me awake, while I work on bringing you more great episodes to your ears. →  https://ko-fi.com/entrepreneursenigma

Support me on TrueFans.fm → https://gmwd.us/truefans.

Support The Show & Get Merch: https://shop.entrepreneursenigma.com

Want to learn from a 15 year veteran? Check out the Podcast Mastery Community: https://www.skool.com/podcast-mastery/about

Follow Seth Online:

Instagram: https://instagram.com/s3th.me

LinkedIn: https://www.linkedin.com/in/sethmgoldstein/

Seth On Mastodon: https://indieweb.social/@phillycodehound

The Marketing Junto Newsletter: https://MarketingJunto.com

Leave The Show A Voicemail: https://podcastfeedback.com/entrepreneursenigma